Safaei-Ghomi Javad, Bakhtiari Atefeh
Department of Organic Chemistry, Faculty of Chemistry, University of Kashan P. O. Box 87317-51167 Kashan I. R. Iran
RSC Adv. 2019 Jun 24;9(34):19662-19674. doi: 10.1039/c9ra02825k. eCollection 2019 Jun 19.
We used a novel hybrid catalyst in chemo-, regio-, and diastereoselective multi-component reactions (MCR) for the synthesis of the 2-aza analogue of pyrrolizidine and spirooxindole-2-azapyrrolizidine derivatives. The nanocatalyst, W(iv)/NNBIA-SBA-15 [where NNBIA = ,'-(ethane-1,2-diyl)bis(2-aminobenzamide)] was synthesized by covalent grafting on chloro-functionalized SBA-15. The synthesis process was followed by the anchoring of WCl to catch the desired catalyst. The quality of the catalyst was assessed using different analytical techniques such as X-ray diffraction spectroscopy (XRD), Fourier-transform infrared spectroscopy (FT-IR), N adsorption analysis, transmission electron microscopy (TEM), field emission scanning electron microscopy (FESEM), energy-dispersive X-ray spectroscopy (EDX), ammonia Temperature Programmed Desorption (TPD), X-Ray photoelectron spectroscopy (XPS) and thermogravimetric, differential thermal analysis (TGA-DTA). The catalyst, W(iv)/NNBIA-SBA-15, with high catalytic performance is a good candidate for the diastereoselective synthesis of 2-azapyrrolizidine alkaloid scaffolds. The catalyst could be recovered for reuse without noticeable loss of activity.
我们在化学、区域和非对映选择性多组分反应（MCR）中使用了一种新型混合催化剂，用于合成吡咯里西啶的2-氮杂类似物和螺环氧化吲哚-2-氮杂吡咯里西啶衍生物。通过在氯官能化的SBA-15上进行共价接枝合成了纳米催化剂W(iv)/NNBIA-SBA-15[其中NNBIA = ，'-(乙烷-1,2-二基)双(2-氨基苯甲酰胺)]。合成过程之后是WCl的锚定以获得所需的催化剂。使用不同的分析技术评估催化剂的质量，如X射线衍射光谱（XRD）、傅里叶变换红外光谱（FT-IR）、N吸附分析、透射电子显微镜（TEM）、场发射扫描电子显微镜（FESEM）、能量色散X射线光谱（EDX）、氨程序升温脱附（TPD）、X射线光电子能谱（XPS）以及热重、差热分析（TGA-DTA）。具有高催化性能的催化剂W(iv)/NNBIA-SBA-15是用于非对映选择性合成2-氮杂吡咯里西啶生物碱支架的良好候选者。该催化剂可以回收再利用，而活性没有明显损失。
